Schaftoside | CAS#51938-32-0 | Antioxidant| MedKoo

MedKoo Cat#: 461911 | Name: Schaftoside

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Schaftoside is a flavonoid C-glycoside with antioxidant, anti-inflammatory, and anthelmintic properties. It inhibits xanthine oxidase and neutrophil influx into inflamed lung tissue.

Chemical Structure

Schaftoside

CAS#51938-32-0

Theoretical Analysis

MedKoo Cat#: 461911

Name: Schaftoside

CAS#: 51938-32-0

Chemical Formula: C26H28O14

Exact Mass: 564.1479

Molecular Weight: 564.49

Elemental Analysis: C, 55.32; H, 5.00; O, 39.68

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 300.00
5mg	USD 600.00
10mg	USD 800.00
25mg	USD 1,100.00

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Related CAS #

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Synonym

Schaftoside; Apigenin 6-C-glucoside-8-C-arabinoside

IUPAC/Chemical Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-((3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-8-((3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

InChi Key

MMDUKUSNQNWVET-XIBNRLAGSA-N

InChi Code

InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13+,17-,18+,21-,22+,23+,25?,26?/m0/s1

SMILES Code

O=C1C=C(C2=CC=C(O)C=C2)OC3=C(C4[C@@H]([C@H]([C@H](CO4)O)O)O)C(O)=C(C5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)O)O)O)C(O)=C13

Appearance

A crystalline solid

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Schaftoside inhibits the expression of TLR4 and Myd88. Schaftoside also decreases Drp1 expression and phosphorylation, and reduces mitochondrial fission.

In vitro activity:

Results of this study suggest that schaftoside was able to reduce neuroinflammation by reducing TLR4/Myd88/Drp1-related mitochondrial fission in BV2 microglia cells. Schaftoside inhibited mRNA and protein expressions of proinflammatory cytokines in oxygen glucose deprivation-stimulated BV2 microglia cells. Schaftoside effectively inhibited the TLR4/Myd88 signaling pathway. Reference: J Pharmacol Sci. 2019 Jan;139(1):15-22. https://pubmed.ncbi.nlm.nih.gov/30528467/

In vivo activity:

In a zebrafish model of pentylenetetrazol (PTZ)-induced epileptic seizures, schaftoside pretreatment demonstrated potential antiepileptic effects by mitigating seizures, apoptosis, inflammation, and oxidative stress. Schaftoside also potentially protects against further seizures. Schaftoside attenuated PTZ-induced apoptotic cell upregulation, reduced inflammatory markers, and decreased immunocyte recruitment. Reference: ACS Chem Neurosci. 2021 Jul 7;12(13):2542-2552. https://pubmed.ncbi.nlm.nih.gov/34128378/

	Solvent	mg/mL	mM
Solubility
	DMSO	125.0	221.44

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 564.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Yi Y, Zhang M, Xue H, Yu R, Bao YO, Kuang Y, Chai Y, Ma W, Wang J, Shi X, Li W, Hong W, Li J, Muturi E, Wei H, Wlodarz J, Roszak S, Qiao X, Yang H, Ye M. Schaftoside inhibits 3CLpro and PLpro of SARS-CoV-2 virus and regulates immune response and inflammation of host cells for the treatment of COVID-19. Acta Pharm Sin B. 2022 Nov;12(11):4154-4164. doi: 10.1016/j.apsb.2022.07.017. Epub 2022 Aug 9. PMID: 35968270; PMCID: PMC9361578. 2. Zhou K, Wu J, Chen J, Zhou Y, Chen X, Wu Q, Xu Y, Tu W, Lou X, Yang G, Jiang S. Schaftoside ameliorates oxygen glucose deprivation-induced inflammation associated with the TLR4/Myd88/Drp1-related mitochondrial fission in BV2 microglia cells. J Pharmacol Sci. 2019 Jan;139(1):15-22. doi: 10.1016/j.jphs.2018.10.012. Epub 2018 Nov 25. Erratum in: J Pharmacol Sci. 2021 Jul;146(3):182. PMID: 30528467. 3. Dang J, Paudel YN, Yang X, Ren Q, Zhang S, Ji X, Liu K, Jin M. Schaftoside Suppresses Pentylenetetrazol-Induced Seizures in Zebrafish via Suppressing Apoptosis, Modulating Inflammation, and Oxidative Stress. ACS Chem Neurosci. 2021 Jul 7;12(13):2542-2552. doi: 10.1021/acschemneuro.1c00314. Epub 2021 Jun 15. PMID: 34128378. 4. Liu M, Liu C, Chen H, Huang X, Zeng X, Zhou J, Mi S. Prevention of cholesterol gallstone disease by schaftoside in lithogenic diet-induced C57BL/6 mouse model. Eur J Pharmacol. 2017 Nov 15;815:1-9. doi: 10.1016/j.ejphar.2017.10.003. Epub 2017 Oct 7. PMID: 28993159.

In vitro protocol:

In vivo protocol:

1. Dang J, Paudel YN, Yang X, Ren Q, Zhang S, Ji X, Liu K, Jin M. Schaftoside Suppresses Pentylenetetrazol-Induced Seizures in Zebrafish via Suppressing Apoptosis, Modulating Inflammation, and Oxidative Stress. ACS Chem Neurosci. 2021 Jul 7;12(13):2542-2552. doi: 10.1021/acschemneuro.1c00314. Epub 2021 Jun 15. PMID: 34128378. 2. Liu M, Liu C, Chen H, Huang X, Zeng X, Zhou J, Mi S. Prevention of cholesterol gallstone disease by schaftoside in lithogenic diet-induced C57BL/6 mouse model. Eur J Pharmacol. 2017 Nov 15;815:1-9. doi: 10.1016/j.ejphar.2017.10.003. Epub 2017 Oct 7. PMID: 28993159.

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